Oversized hoodies are the ultimate comfort piece for fall fashion. You get a great combination of warmth as temperatures start dipping, as well as the laid-back style that enables you to pass a fit check. Oversized hoodies are also pretty versatile meaning that they can be styled in all sorts of ways to suit different occasions. Before we jump into the styling tips, we should probably clarify some potential misconceptions.
What is an oversized hoodie?
How exactly is an oversized hoodie different from a regular hoodie? A lot of people might tell you that an oversized hoodie is simply about buying a size or two up. So, for example, if you wear an “S”, you might instead buy an “M” or an “L”. Such people would be misinforming you because you would end up looking like you are wearing a tent! If you wear an “S” regular hoodie, you would also be wearing an “S” oversized hoodie but the proportions would be different. This is because the hoodie length would be very similar in both types with the waistband sitting in the same spot (an oversized hoodie may be a bit longer but not the same as wearing a size up). The main difference would be felt in how tight or loose fitting the hoodie is. A regular hoodie clings to the body a lot more than an oversized one. The loose fitting of an oversized hoodie is what gives you additional pragmatism: you’re able to move more freely without the hoodie constraining you.
How to style an oversized hoodie?
Here’s a guide on how to wear oversized hoodies and look the part while staying comfortable.
1. Pair with skinny jeans or leggings
While you can wear looser fit bottoms if that works for you, most people will find that wide clothing on top and bottom can make them appear broader and shorter. Consequently, just like with oversized sweatshirts, balancing the loose fit of an oversized hoodie with slimmer bottoms is a classic approach. Skinny jeans or leggings keep the look sharp and prevent the outfit from becoming too bulky. It’s a great option for an everyday casual vibe.
Pomp's relaxed fit hoodie is made from 100% organic cotton. Order a size or two above to convert it to oversize!
Style Tip: Choose high-waisted leggings or jeans for a flattering silhouette and tuck a small portion of the hoodie at the front to define your waist.
2. Style with cycling shorts for athleisure
For a trendy, sporty look, pair an oversized hoodie with cycling shorts. This combo has become a favourite in street style, especially when worn with trainers and ankle socks. It’s an easy way to channel an athletic look in a fashionable way.
Style Tip: Choose cycling shorts in a contrasting colour to your hoodie to make your outfit more visually appealing and top the look with chunky trainers or sliders.
3. Layer over a dress or skirt
To dress up your oversized hoodie, try wearing it over a mini skirt or a dress. The contrast between the relaxed hoodie and a fitted or flowy skirt creates an unexpected, beguiling look. A hoodie layered over a slip dress can give you a playful, street-chic aesthetic.
Style Tip: Pair with ankle boots or chunky loafers to add a bit of edge to your look.
4. Accessorise with hats and jewellery
Oversized hoodies can be the perfect blank canvas for accessories. You may find that hats and/or earrings are easier to pair with oversized hoodies than necklaces. Typically something like hooped earrings work better than layering gold or silver necklaces over the hoodie but it is possible to pull the look off with necklaces.
Beanies or caps also work well with this look, adding to the casual, street-style aesthetic.
Style Tip: For a retro vibe, pair your hoodie with a bucket hat and some oversized sunglasses.
5. Go monochrome for a minimalist look
Monochrome looks can transform an oversized hoodie into a sleek, modern outfit. Wearing the same colour from head to toe creates a streamlined effect that make you look like you mean business. Formal shades like greys, whites, and blacks work particularly well, but you can also experiment with bold hues for a more daring style.
Style Tip: Match your hoodie with slim joggers or tailored trousers in the same shade for a coordinated, effortless outfit. Baggier bottoms will give a more casual style.
6. Pair with chunky trainers or boots
Footwear is key when styling oversized hoodies. For a casual, off-duty look, chunky trainers or platform sneakers work perfectly. Sneaker fiends will be accustomed to people pairing oversized hoodies with a pair of Dunks.
If you want to dress up the look, opt for chunky combat boots or even heeled ankle boots. This juxtaposition of casual and polished can make your outfit stand out.
Style Tip: For a sporty touch, go for high-top trainers or wear athletic ankle socks that peek out just above your shoes.
7. Tuck into high-waisted trousers for a chic street style look
For a polished yet relaxed street style vibe, tuck your oversized hoodie into high-waisted trousers. This styling technique helps define your waist and brings some structure to the outfit. Wide-leg trousers, cargo pants, or even paperbag trousers can add sophistication to an otherwise casual hoodie. Beware of getting the width proportions wrong and looking shorter and stouter than you are!
Style Tip: Complete the look with a pair of sunglasses and a cross-body bag for an urban-inspired aesthetic.
8. Layer with outerwear in colder months
In cooler months, layer your oversized hoodie under a coat or jacket. Pair it with an oversized denim jacket or a long trench coat for a stylish layered look. You can also throw on a puffer jacket for a more practical, street-inspired outfit. You may even be able to pull off a gilet.
Style Tip: Experiment with different textures and lengths when layering. A cropped jacket over a long hoodie can create an interesting play on proportions.
Trendwatch
Fall Fashion
With a change in season, there is naturally a change in the colours that surround us. So many people love fall fashion as they get to bring out different colours and layers that signal a seriousness after the fun of the summer. It’s not that one is better than the other; it’s more that once we head too far in one direction, it’s natural that we swing back like a pendulum.
In the fall, the autumnal palette dominates. The most visible sign is the falling of leaves and that is where we tend to get our inspiration. The green leaves of summer turn to yellows, reds and browns. All with a subdued or dark hue; gone is the brightness of the summer months.
Quiet luxury
If you’re not so trend oriented and prefer a timeless colour palette, you’ve come to the right place (do not be disoriented by us placing this information in the trend section!). We’ve previously written about the virtues of quiet luxury and sustainable luxury so we won’t dwell on those here. Instead we’ll just point out that our colour palette for our relaxed fit hoodie encompasses oat that will fit the bill for you.
Pomp's relaxed fit hoodie in oat is ideal for those looking for a combination of sustainability and distinctive style.
Oversized hoodies have become a staple for casual, comfortable fashion, but with the right styling, they can also be transformed into statement pieces for a set of smart looks. Whether you're going for an athleisure-inspired outfit or a chic, urban vibe, these tips will help you wear oversized hoodies with style and confidence.
